【药物名称】Tosagestin, ORG-30659
化学结构式(Chemical Structure):
参考文献No.5744
标题:Novel 11-methylene-oestr-15-enes, processes for their preparation, and pharmaceutical compsns.
作者:Bergink, E.W. (Akzo Nobel N.V.)
来源:AU 8660162; EP 0210678; ES 8802233; JP 1987030799; US 5236913
合成路线图解说明:

The incubation of 11-methyleneestr-4-ene-3,17-dione (I) with spores of Gomerella cingulata (ATCC 10534) gives 15-alpha-hydroxy-11-methyleneestr-4-ene-3,17-dione (II), which is treated with ethane-1,2-dithiol and borontrifluoride ethearate in ethanol yielding the 3-dithioacetal (III). The reaction of (III) with methanesulfonyl chloride, followed by elimination with sodium acetate affords 11-methyleneestra-4,15-diene-3,17-dione 3-(ethylenedithioacetal) (IV), which is treated with potassium acetylide (V) in THF to afford the 17-alpha-ethynyl-17-beta-hydroxy derivative (VI). Finally, this compound is deprotected by a treatment with K2CO3 and methyl iodide in refluxing methanol/water.

Drug Information Express,Drug R&D,Chemical Database,Patent Search.
Copyright © 2006-2024 Drug Future. All rights reserved.Contact Us